Pegging Sex Toys & Advanced Kink — For Experienced Players

Updated May 2026

Pegging sex toys, kink kit, anal training sets, fisting gear, electrostim, and other advanced-play toys for experienced bodies. Browse strap-ons, anal training kits, kink catalog, or electrostim gear.

Advanced doesn’t mean rough — it means “knows what they like, knows what they don’t, and isn’t intimidated by size, complexity, or specialized features.” Most customers graduate up after 6-12 months in Beginner or Intermediate. Veteran-owned and operated. Plain box. (For broader sexual-health guidance, see Mayo Clinic’s sexual health overview.)

Showing all 13 resultsSorted by price: high to low

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          Kiiroo Luxus synced couples vibrator set in pink, two-piece wearable system with app control
          -38%
          Original price was: $184.99.Current price is: $113.99.

          Luxus Synced Couples Vibrator Set by Kiiroo

          Overdrive ridged thrusting sex machine in blue with wireless remote and suction-cup base by California Exotic Novelties
          -39%
          Original price was: $146.99.Current price is: $89.99.

          Overdrive Remote Control Ridged Thruster – Blue

          Curved dual motor rocking probe in black silicone by California Exotic Novelties
          -40%
          Original price was: $95.99.Current price is: $57.99.

          Ramrod Rocking Dual Motor Probe – Black

          Six-piece graduated silicone dilator set multicolor by Shots Toys
          -41%
          Original price was: $93.99.Current price is: $54.99.

          Pelvifit Expanding Vaginal Dilator Set

          Polished stainless steel double-ended Hegar dilator set with protective case by Rouge Garments
          -40%
          Original price was: $90.99.Current price is: $54.99.

          Stainless Steel Hegar Dilator Set with Case

          Four-piece graduated urethral sounding dilator set in black medical silicone by Shots Toys
          -40%
          Original price was: $66.99.Current price is: $39.99.

          Urethral Sounding Dilator Set – Black Silicone (4-Piece)

          Graduated double-sided black silicone urethral sounds by Xr - Mistress
          -40%
          Original price was: $64.99.Current price is: $38.99.

          Mistress Isabella Silicone Urethral Sounds – Black

          Silicone Rechargeable Dual Butterfly Ring in Pink by CalExotics
          Vibrating Cockrings for Couples
          -41%
          Original price was: $55.99.Current price is: $32.99.

          Silicone Rechargeable Dual Butterfly Ring – Pink

          Three-piece black medical silicone urethral sounding plug set with ring-pull design by Shots Toys
          -38%
          Original price was: $51.99.Current price is: $31.99.

          Urethral Sounding Plug Set – Black

          Boundless Silicone Pegging Kit with three graduated probes and adjustable harness in black by California Exotic Novelties
          -40%
          Original price was: $51.99.Current price is: $30.99.

          Boundless Silicone Pegging Kit

          Black progressive interchangeable ball gag set with adjustable straps by Sei Mio
          -41%
          Original price was: $50.99.Current price is: $29.99.

          Sei Mio Silent Authority Progressive Interchangeable Ball Gag Set – Black

          Silver metal clover-style nipple vice with connecting chain by Xr - Master Series
          -39%
          Original price was: $40.99.Current price is: $24.99.

          Monarch Noir Nipple Vice

          Spiked clover nipple clamps in silver nickel-free metal by Master Series
          -40%
          Original price was: $41.99.Current price is: $24.99.

          Master Series Tyrant Spiked Clover Nipple Clamps

          What to look for when shopping pegging sex toys and advanced kink kit

          Two priorities for advanced-play gear. First, body-safe materials at every contact point — silicone for the dildo, leather or body-safe nylon for the harness, padded restraints (no chafing fabric). Pegging in particular needs medical-grade silicone (the shaft + the harness contact area) because sessions run longer than typical solo play. Second, fit and adjustability — harness systems like SpareParts Joque or Tantus Bend Over use adjustable straps that fit a wide body-size range; cheap one-size harnesses don't. Pegging sex toys at Discreet Toys are filtered for both criteria; we don't carry the cheap-import jelly-rubber pegging kits.

          Discreet shipping for pegging sex toys — what arrives at your door

          Every order in our pegging sex toys collection ships in a plain brown box with no external branding, product imagery, or tag identifiers. The shipping label uses our parent business name; the credit-card billing descriptor reads as a generic merchant. No one in your household — or your delivery driver — will know what's inside. Veteran-owned and operated. Free discreet shipping on every order. Most ship within 1 business day and arrive in 3 days or less.

          It's only freaky the first time.